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Benzoyl Peroxide → 2-[4-(Bromomethyl)-3-methoxyphenyl]-1,3-benzoxazole
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Benzoyl Peroxide | HCID 7187 | — |
| 反応物 | N-bromobutanimide | HCID 67184 | — |
| 反応物 | 2-(3-Methoxy-4-methylphenyl)-1,3-benzoxazole | HCID 21990968 | — |
| 溶媒 | Carbon Tetrachloride | HCID 5943 | — |
| 生成物 | 2-[4-(Bromomethyl)-3-methoxyphenyl]-1,3-benzoxazole | HCID 21990991 | — |
反応手順
2-(3-Methoxy-4-methylphenyl)-1,3-benzoxazole (1.0 g, 4.1 mmol), carbon tetrachloride (18 mL), benzoyl peroxide (66 mg, 0.3 mmol) and N-bromosuccinimide (970 mg, 5.4 mmol) was heated to reflux conditions under argon and placed under a UV light. After 1 h, no starting material was observed by TLC. After cooling mixture to rt, filtered, washing with dichoromethane. After concentrating filtrate in vacuo, the resulting colorless solid was purified by flash chromatography, using a gradient elution of 1:4 EtOAc:hexanes to EtOAc. This afforded the desired intermediate, 2-[4-(bromomethyl)-3-methoxyphenyl]-1,3-benzoxazole, as a colorless solid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07087601B2 |
| 出典データセット | uspto-grants-2006_08 |
| ORD ID | ord-7b5dc4ac04c6402099cfcfbd4e02fa1a |
| 出典メモ | uspto-grants-2006_08 |